Palladium‐Catalyzed Two‐fold Annulation Reaction of 2,6‐Dihalogenobiphenyls with o‐Chloroaromatic Carboxylic Acids to Access (Aza)dibenzo[fg,op]tetracenes

Abstract

A palladium‐catalyzed two‐fold annulation reaction of 2,6‐dihalogenobiphenyls with o‐chloroaromatic carboxylic acids has been developed. This method enables the synthesis of various dibenzo[fg,op]tetracenes and azadibenzo[fg,op]tetracenes. Preliminary investigations indicate that the resulting product, dimethyl 5,6,12,13‐tetrakis(hexyloxy)dibenzo[<i>fg</i>,<i>op</i>]tetracene‐2,9‐dicarboxylate, demonstrates favorable liquid‐crystalline properties.